In the more recent years Jaeck just had a few appearances beside his work on ER. He portrayed Sam Wilder in three episodes of Charmed (1999, 2002, and 2005, along with Tony Todd, F.J. Rio, and Joel Swetow), the character "Trenchcoat" in two episodes of Prison Break (2006, with Wade Williams, Robert Knepper, and Michelle Forbes), and a guitar store owner in the war drama The Lucky Ones (2008, with Molly Hagan and Spencer Garrett).

Beside his worn on screen, Jaeck starred and co-starred in several stage plays, including Tribute, Awake and Sing, Much Ado About Nothing, and with Star Trek: Deep Space Nine star Avery Brooks in the Shakespeare Theatre Company production of Tamburlaine which ran from the end of October 2007 to January 2008. For the previous three, he earned Joseph Jefferson Award for Actor in a Supporting Role in a Play nominations.